MX2018012951A - Heteroaryl-1,2,4-triazole and heteroaryl-tetrazole compounds for controlling ectoparasites. - Google Patents
Heteroaryl-1,2,4-triazole and heteroaryl-tetrazole compounds for controlling ectoparasites.Info
- Publication number
- MX2018012951A MX2018012951A MX2018012951A MX2018012951A MX2018012951A MX 2018012951 A MX2018012951 A MX 2018012951A MX 2018012951 A MX2018012951 A MX 2018012951A MX 2018012951 A MX2018012951 A MX 2018012951A MX 2018012951 A MX2018012951 A MX 2018012951A
- Authority
- MX
- Mexico
- Prior art keywords
- heteroaryl
- triazole
- controlling ectoparasites
- alkoxy
- alkyl
- Prior art date
Links
- 244000078703 ectoparasite Species 0.000 title abstract 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical group C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 abstract 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Chemical group C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 abstract 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical group C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000001188 haloalkyl group Chemical group 0.000 abstract 2
- 150000004892 pyridazines Chemical class 0.000 abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical group COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 2
- 241001465754 Metazoa Species 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/14—Ectoparasiticides, e.g. scabicides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Tropical Medicine & Parasitology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyridine Compounds (AREA)
Abstract
La presente invención proporciona compuestos de fórmula: (I) en donde: X es O o S; Q1 y Q2 son independientemente CR5 o N, siempre que al menos uno de Q1 y Q2 sea N; Y es un enlace directo o CH2; R1 es H, alquilo, alquenilo, alquinilo, cicloalquilalquilo, bencilo opcionalmente sustituido u oxetan-3-iI-CH2-; R2 es fenilo, piridina, pirimidina, pirazina o piridazina opcionalmente sustituido; R3 es alquilo o haloalquilo; R4 es piridina, pirimidina, pirazina o piridazina opcionalmente sustituida; R5 es H, alquilo, haloalquilo, cicloalquilo, alcoxi, alcoxi C(O)- o (alcoxi)2CH-; o una sal del mismo. Los compuestos son útiles para controlar ectoparásitos en animales.The present invention provides compounds of formula: (I) wherein: X is O or S; Q1 and Q2 are independently CR5 or N, provided that at least one of Q1 and Q2 is N; And it is a direct link or CH2; R1 is H, alkyl, alkenyl, alkynyl, cycloalkylalkyl, optionally substituted benzyl or oxetan-3-i-CH2-; R2 is phenyl, pyridine, pyrimidine, pyrazine or optionally substituted pyridazine; R3 is alkyl or haloalkyl; R4 is pyridine, pyrimidine, pyrazine or optionally substituted pyridazine; R5 is H, alkyl, haloalkyl, cycloalkyl, alkoxy, C (O) alkoxy - or (alkoxy) 2CH-; or a salt thereof. The compounds are useful for controlling ectoparasites in animals.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662332004P | 2016-05-05 | 2016-05-05 | |
| PCT/US2017/030082 WO2017192385A1 (en) | 2016-05-05 | 2017-04-28 | Heteroaryl-1,2,4-triazole and heteroaryl-tetrazole compounds for controlling ectoparasites |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2018012951A true MX2018012951A (en) | 2019-01-21 |
| MX373315B MX373315B (en) | 2020-04-30 |
Family
ID=58672822
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2018012951A MX373315B (en) | 2016-05-05 | 2017-04-28 | HETEROARYL-1,2,4-TRIAZOLE AND HETEROARYL-TETRAZOLE COMPOUNDS FOR CONTROLLING ECTOPARASITES. |
Country Status (20)
| Country | Link |
|---|---|
| US (2) | US10287276B2 (en) |
| EP (1) | EP3452460B1 (en) |
| JP (1) | JP6370504B2 (en) |
| KR (1) | KR102174828B1 (en) |
| CN (1) | CN109311841B (en) |
| AR (1) | AR108222A1 (en) |
| AU (1) | AU2017261187B2 (en) |
| BR (1) | BR112018069578B1 (en) |
| CA (1) | CA3023208C (en) |
| CL (1) | CL2018003021A1 (en) |
| CO (1) | CO2018011825A2 (en) |
| DK (1) | DK3452460T3 (en) |
| EA (1) | EA036478B1 (en) |
| ES (1) | ES2776850T3 (en) |
| MX (1) | MX373315B (en) |
| NZ (1) | NZ746361A (en) |
| PL (1) | PL3452460T3 (en) |
| PT (1) | PT3452460T (en) |
| TW (2) | TWI696615B (en) |
| WO (1) | WO2017192385A1 (en) |
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| EP3761791A1 (en) * | 2018-03-08 | 2021-01-13 | Bayer Aktiengesellschaft | Use of heteroaryl-triazole and heteroaryl-tetrazole compounds as pesticides in plant protection |
| ES2965494T3 (en) * | 2018-04-12 | 2024-04-15 | Bayer Ag | Derivatives of N-(cyclopropylmethyl)-5-(methylsulfonyl)-n-{1-[1-(pyrimidin-2-yl)-1H-1,2,4-triazol-5-yl]ethyl}benzamide and the corresponding pyridine-carboxamide derivatives as pesticides |
| UY38184A (en) * | 2018-04-17 | 2019-10-31 | Bayer Ag | HETEROARYL-TRIAZOLE AND HETEROARYL-TETRAZOLE COMPOUNDS NOVELTY AS PESTICIDES |
| CN112135819A (en) | 2018-04-20 | 2020-12-25 | 拜耳公司 | Heteroaryl-triazole and heteroaryl-tetrazole compounds as pesticides |
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| SG11202010068VA (en) | 2018-04-25 | 2020-11-27 | Bayer Ag | Novel heteroaryl-triazole and heteroaryl-tetrazole compounds as pesticides |
| JP2021523150A (en) | 2018-05-08 | 2021-09-02 | シンジェンタ クロップ プロテクション アクチェンゲゼルシャフト | A method of applying one or more specific heteroaryl-1,2,4-triazole and heteroaryl-tetrazole compounds to control damage to a plant, its reproduction and products derived from the plant. |
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| UY38366A (en) * | 2018-09-13 | 2020-04-30 | Syngenta Participations Ag | PESTICIDALLY ACTIVE AZOL-AMIDE COMPOUNDS |
| UY38367A (en) * | 2018-09-13 | 2020-04-30 | Syngenta Participations Ag | PESTICIDALLY ACTIVE AZOL-AMIDE COMPOUNDS |
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| WO2020188014A1 (en) | 2019-03-20 | 2020-09-24 | Syngenta Crop Protection Ag | Pesticidally active azole amide compounds |
| US20220213063A1 (en) * | 2019-03-22 | 2022-07-07 | Syngenta Crop Protection Ag | N-[l-(5-BROMO-2-PYRIMIDIN-2-YL-1,2,4-TRIAZOL-3-YL)ETHYL]-2-CYCLOPROPYL-6-(TRIFLUOROMETHYL)PYRIDINE-4-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS AS INSECTICIDES |
| TWI853009B (en) * | 2019-03-29 | 2024-08-21 | 瑞士商先正達農作物保護公司 | Pesticidally active diazine-amide compounds |
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| BR112021020386A2 (en) | 2019-04-11 | 2021-12-07 | Syngenta Crop Protection Ag | Pesticide-active diazine-amide compounds |
| EP3725788A1 (en) | 2019-04-15 | 2020-10-21 | Bayer AG | Novel heteroaryl-substituted aminoalkyl azole compounds as pesticides |
| TWI862634B (en) * | 2019-07-23 | 2024-11-21 | 德商拜耳廠股份有限公司 | Novel heteroaryl-triazole compounds as pesticides |
| UY38794A (en) * | 2019-07-23 | 2021-02-26 | Bayer Ag | NOVEL HETEROARYL-TRIAZOLE COMPOUNDS AS PESTICIDES |
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| EP3909950A1 (en) | 2020-05-13 | 2021-11-17 | Basf Se | Heterocyclic compounds for the control of invertebrate pests |
| US20230180754A1 (en) | 2020-05-13 | 2023-06-15 | Basf Se | Heterocyclic compounds for the control of invertebrate pests |
| EP3929189A1 (en) | 2020-06-25 | 2021-12-29 | Bayer Animal Health GmbH | Novel heteroaryl-substituted pyrazine derivatives as pesticides |
| WO2022101265A1 (en) | 2020-11-13 | 2022-05-19 | Syngenta Crop Protection Ag | Pesticidally active fused bicyclic heteroaromatic compounds |
| AU2021395477A1 (en) | 2020-12-11 | 2023-06-22 | Intervet International B.V. | Anthelmintic compounds comprising a thienopyridine structure |
| JP2024516278A (en) | 2021-05-06 | 2024-04-12 | バイエル・アクチエンゲゼルシヤフト | Alkylamido-substituted annelated imidazoles and their use as insecticides. |
| EP4119547A1 (en) | 2021-07-12 | 2023-01-18 | Basf Se | Triazole compounds for the control of invertebrate pests |
| EP4370508B1 (en) | 2021-07-12 | 2025-09-10 | Basf Se | Triazole compounds for the control of invertebrate pests |
| US20240327397A1 (en) | 2021-07-29 | 2024-10-03 | Syngenta Crop Protection Ag | Pesticidally Active Fused Bicyclic Heteroaromatic Compounds |
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| MX2024002709A (en) * | 2021-10-08 | 2024-03-20 | Nihon Nohyaku Co Ltd | PYRIMIDINYL TRIAZOLE COMPOUND OR SALT THEREOF, PEST CONTROL AGENT CONTAINING SUCH COMPOUND AS AN ACTIVE INGREDIENT AND METHOD OF PEST CONTROL. |
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2017
- 2017-04-18 TW TW108101343A patent/TWI696615B/en active
- 2017-04-18 TW TW106112893A patent/TWI679197B/en active
- 2017-04-18 AR ARP170100984A patent/AR108222A1/en active IP Right Grant
- 2017-04-28 EA EA201892191A patent/EA036478B1/en not_active IP Right Cessation
- 2017-04-28 KR KR1020187031569A patent/KR102174828B1/en active Active
- 2017-04-28 WO PCT/US2017/030082 patent/WO2017192385A1/en not_active Ceased
- 2017-04-28 PT PT177223534T patent/PT3452460T/en unknown
- 2017-04-28 ES ES17722353T patent/ES2776850T3/en active Active
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